Meeting Karen Pt. 01

"How much is in me Rob?" she asked.

He looked down, "Um, about two inches," but she reached back and now held his balls.

"Then more please!" she said, but Rob knew to allow her more time to adjust to the cock in her bottom.

"In another minute or so Carrie. Slow is good girl," and he felt her roll her hips and he slipped in deeper.

"Ahh, okay Rob, you, ooh, god, you're so big," but then Carrie turned back to look at him, "I'm in no pain Rob, so you're doing great."

As Carrie said this, her body seemed to open further.

"Yes Carrie, there you have," and Rob now moaned, "All of my cock!"

She immediately reached her fingers around, "There, my balls are on your ass cheeks," Rob said.

He shifted and withdrew slightly, "Oh dear god, I can feel you Rob, fuck me, please, but slow, okay?"

He did begin to move in and out of Carrie's tight body, and he was gentle as he began. He knew he would eventually fire into her body, but the condom would contain his semen. Carrie moaned and moved about as his cock plunged in deeper, and faster.

Rob had a minute more before his action brought his release, so he suggested, "I would like to see your face, when I climax Carrie, but I will have to withdraw," and he did so.

A moment later she was on her back and Rob pushed his wet cock in a little, and then he slid deeply into her body again, and further.

"Ohh yes Rob, deep!" she moaned. "Yes!"

"I want you to help us Carrie," Rob whispered. "I'll remain still, and you bring us off, okay?"

Carrie understood and she now moved in such a way that the intensity of the sensations within her body increased.

"Now I see Rob, yes, I'm fucking us!"

But Rob was smiled, with his eyes shut, as Carrie moved up and down on his cock, and he erupted. Carrie would not feel the gooey cum due to the rubber, but she felt the trembling man inside her bottom. It was like nothing she had never imagined, and now she could look forward to her sexuality; in her mind she had reached the femininity she had desired, and she felt more complete.

"Rob, I love how you feel inside me! Can I spend the night, and we'll make love in the morning?"

She held close to him, and he kissed her lips as he moved, as his penis was shrinking, "Oh yes Carrie,"

Carrie rested with Rob still slightly inside her bottom and recalled looking at a trans-website last night and seeing the thousands of lovely transwomen. Now she knew that her world would never be male again. She had been penetrated, and Rob had been gentle, and caring. Her body was quite different now, and she felt the cock slip from her bottom. He had been good to her, and they slept.

Several months later, though she had been back to the club, Carrie and Rob had not been together. Rob was always warm and friendly, but she felt the night they had shared was enough. She of course realized how special that night was, but she had other things to be focused on, and though Rob and Carrie talked almost weekly, he was out-of-town on most Friday nights.

Carrie realized, she had been with a man, but she was still more interested in women, and she wanted those experiences, and she was studying more women in hopes that she might meet someone special. Most of the men she met were a bit too self-indulgent, and many did not reciprocate when she fellated them. They were aware of her sex, and they were definitely into the petting and enjoyed her kissing.

Carrie knew she was attracted to women and considered that she might need a label, yet she wondered whether she was a trans lesbian. She wished to meet an understanding female. The men who were friendly at the club were okay, but she really wanted to be with a woman, who might learn to care about her emotionally.

One Friday Melissa approached her while she was standing with Jon, "Do you remember me Carrie?"

Melissa was wearing a simple, but sexy, white wrap dress, and there was a string of black pearls falling into her cleavage. Her dirty-blonde hair was up in a sort of twist, held in-place by a white clip. Carrie was smitten with the attention that Melissa gave her, and the envious looks from the other women. Only Jon interrupted them, asking Carrie to dance.

She looked at Melissa, "I'll watch you Carrie," Melissa said as Jon pulled Carrie to the wood floor.

"That is a beauty you have tonight Carrie," he said taking her hand to swing her about.

"Tall and quite sexy," he said when he pulled her close. A moment later Melissa came across the dance floor.

"Sorry dude, she's with me tonight," and the two spent the evening dancing and sharing their background. When it was near midnight Melissa tried to kiss Carrie, and the awkward moment caused them both to laugh.

"Let's try that again," Carrie said as Melissa came near and lightly kissed her and then licked Carrie's lips.

"Can you see coming home with me Carrie?" Melissa asked softly.

There was no question, and Carrie took her hand, "You can drive me back in the morning Melissa."

- - - - - - - - - - - - - meeting Karen at the club - - - - - - - -

Sitting quite near in the small booth, Carrie continued to stare at Karen's legs, then she looked into her eyes.

Karen smirked, "You have to admit that your dress is nearly as short."

Carrie breathed deeply and glanced up at Karen's face, "So if it is."

She knew that wearing hose' with an above the knee hemline was provocative, yet Carrie enjoyed the feeling of the suspenders and selection of the sheerest hose' was better. Both her and Karen's legs were covered in the same nude tone.

Carrie was quiet, as she looked at Karen's fingers, which were now on the tabletop. Her eye was drawn to the diamond on the Karen fourth digit, as Karen spun it with her right fingers.

Carrie wanted to explain herself, "I do not simply dress as a woman Karen. I have come to need this, and I'm not attempt an allusion," Carrie said softly as Karen bent close, and was now near Carrie's neck, as she had noticed her scent.

Karen smirked, "Ah, Gary, I mean Carrie, I am surprised at so many levels, honey."

Then she touched Carrie's hand.

"Don't fret Carrie, I quite like this version of you. There must be a lot going on that I have missed," she was implying that possibly Carrie was dressing for work as well. Carrie thought of the past month, but Karen's recent lunch visit to the office was almost two-months ago.

Carrie spoke softly, "I said that I was surprised to see you tonight, but" she stopped talking as Karen's fingers once again were doing a subtle exploration. Her fingers were on her torso, just below Carrie's brassiere band. Then Karen paused and was now looking about the space.

"So, the men seem attentive to you, and the women?" Karen asked.

Carrie turned her head away again, as she felt flushed.

"I have met several female friends here Karen," Carrie quickly looked back to her smiling face.

"And? I am fascinated by you, and there are questions," Karen again shifted away, pushing her long brown hair over her left ear, and Carrie saw the large diamonds again.

"How did that go? I mean the sex with the women?" Karen asked.

Carrie simply smiled.

"I mean you have created a stirring beauty Carrie," Karen said as she picked up Carrie's wine glass.

"It's intrigued being here with you, and that's something, as I'm generally into males," she smiled and licked her lips, and then she noticed that Carrie's lip print was barely noticeable.

"And I'm thirsty," Karen said as she sipped the wine.

Carrie was enthralled, sitting beside Karen and listening.

"Yes I have been naughty with several women. How can one not be?" Karen smiled.

"It's the sensual pull towards splendor I suppose," Karen said as she slipped off her wedding ring.

She turned slightly and reached for Carrie's right hand but saw the ring there.

"That's a nice stone," she said as she lifted Carrie's right hand to review the setting. Then she reached across.

"Your left," and she slipped her wedding ring onto Carrie's ring finger.

"If you really want him, you can have him. I'm tired of his games and the not subtle philandering," Karen said as she placed Carrie's hand on the table.

Carrie couldn't speak as she looked down and studied the large clear white stone.

"It's almost two carats, and a D color. It cost Charlie over a hundred thousand," she said as Carrie turned to speak.

"He's been unfaithful?" Carrie asked, as she studied the light shining from the diamond.

The question caused Karen to cover her mouth, which seemed odd to Carrie, as Karen had a beautiful laugh and perfect teeth.

"I think he was with his old girlfriend at our engagement party," Karen sighed.

"I can understand," Karen continued, but she groaned. "As the bitch was a crazy tall model. I would have slept with her!"

Carrie tried not to smile, as it seemed that Karen was more into girls than she first suggested. She also wondered about the act of putting the ring on her left hand. She looked down at the ring, and twirled it, surprise that her finger was smaller than Karen's. Did Karen truly think that with her style and look Carrie had been preparing to seduce Charles? The thought was quite foreign to her thinking. Or was it?

With the ring still on Carrie's left hand, Karen touched her hand again.

"I once, eighteen months ago. I tried to arrange a hooker, a lesbian for myself, but I cancelled the request an hour later. I was lonely that night, and was certain Charles was with someone else, as he was out of town."

She glanced to Carrie's eyes, "Yes, I know that he's a wanderer, but I have no solid proof Carrie."

Karen smirked, "The marriage could have been better, but he just wasn't good at staying home."

"I just wish that I had understood my own yearnings, as I'm more of a bisexual," Karen said softly.

Carrie was astonished, "What?"

But Karen put her hand up to quiet Carrie.

"Yeah, surprised," and Karen slipped to the end of the bench.

Karen now stood. "Carrie I'm hungry, can you see leaving with a married woman?" and she dangled her car keys.

Carrie considered the evening quickly, "Okay," was all she said, but Carrie slipped off the diamond ring.

"Here Karen, only if you take this back. It is best on your hand," she said as she also slipped across the bench and stood next to Karen.

Karen sighed, "It could work for you girl," and after Karen slipped the ring on, she leaned close and forward and pressed her lips against Carrie's. The movement to kiss Carrie caused Karen to slip, as her right heel slightly tilted, and she parted her lips slightly. A second later Karen's tongue was in Carrie's warm mouth.

Carrie couldn't believe she was kissing this woman, and she felt Karen's right hand now holding her fingers. Karen's left hand was on the table edge as she steadied herself.

The soft kiss was now more urgent as Carrie's tongue played with Karen's. Carrie felt Karen move her hand up to her head and she caressed Carrie's cheek. A moment later Carrie, tilted her head to one side as Karen's soft lips parted again, ever so slightly and Carrie opened her mouth and she caressed Karen's bottom with her right fingers. She felt a new softness in her belly and a slight swoon in her head.

"Nice," sighed Karen.

"You're not so bad yourself," Carrie said, but she now wondered what that ring thing was all about.

"I need to sit Karen, after that kiss," and Carrie moved back onto the booth's seat.

Carrie watched as Karen considered a moment. Then she leaned across, with her one knee on the bench of the booth and kissed Carrie once more. As Carrie shifted Karen moved to sit down. Then Carrie felt Karen's fingers on her dress, caressing atop her lap as Karen smiled and rolled to her hip and sat closer, but her hand was still on Carrie's lap.

"I wonder," Karen whispered.

"Is there something stirring beneath my hand?" and she quickly removed her hand and covered her mouth and giggled behind her hand. She now leaned in close to Carrie, who tried to calm herself.

"Yes, it is exciting me as well, but maybe arousing is the better word," Karen said.

"You are enjoying this, and maybe it ends?" Carrie asked, as she was embarrassed now. She considered the plan for some food, and leaving, but Karen was sitting on the outer edge of the seat of the booth. Carrie closed her eyes and then she paused and looked quickly away.

"Sometimes Karen, when I slip into my heels, and then I adjust my face," but she paused as her arousal was rising quickly. She didn't need a problem, and she was about to release into her thong panty, sitting so close with Karen's subtle caress.

Karen could see the flush on Carrie's cheeks.

"I shouldn't continue explaining this," Carrie said, but Karen's right hand now reached again to touch Carrie's cheek. Carrie had always enjoyed her dressing adventures, but this was no longer a fantasy. Karen sat besides her caressing her hair; she was touching her. Carrie could only hope for another kiss.

Karen now took her hand, and Carrie watched Karen's eyes carefully. Karen was reviewing the subtle detail of her manicure.

"You could try and explain this; your decision to become female," Karen said as she sat with her hip again touching Carrie.

But she was considering how to get away, to leave, rather than to discuss with Karen, Charles' beautiful wife, the details of her transition.

Karen's finger was again on Carrie's thigh.

"Maybe a little higher Carrie?" Karen quietly said, as she again moved her fingers along the silky nylon hose' covering Carrie's right thigh. Karen's fingers caressed the fabric of the stocking weld.

Carrie smiled slightly, "You're playing with me Karen. I may not easily conform,"

But she knew she would. If Karen asked her, Carrie would do whatever she requested, or demanded, as she was so aroused just being near her.

Karen's finger was now on the naked flesh of Carrie's upper thigh, so near to her tightly wrapped sex.

"You shouldn't be, ahh," but Carrie couldn't speak as Karen's fingers now moved higher.

"What shouldn't I do Miss West?" Karen asked as she slipped closer on the seat and looked into Carrie's eyes. Another kiss was coming.

"Carrie, I want to kiss you," and she gently touched Carrie lips.

"Will that be alright?" but Karen didn't wait for a reply. Her lips brushed against Carrie's right cheek as her fingers came to the swell of her breast.

"And these breasts?" Karen asked as she lightly kissed Carrie's lips, as her hand was caressing the faux silicone and Carrie could only sense the tease.

"No, I'm quite a fake Karen, I mean I have modeled myself," but now she moaned as Karen's fingers slipped into the neckline of her dress, and beneath the silicone form to caress Carrie's left nipple.

Carrie could not fathom how this night was unfolding, as her desire for Karen had been only a dream, and now this beauty was seducing her? She was happy that in the darken booth, her smallish silicone faux breasts were concealed.

Karen smiled, "I think you will, I mean to say, meet my request," as her lips again kissed Carrie's cheek. Karen fingers were on Carrie's budding breast.

"You're quite small," as Karen's lips were at her ear.

"Your lips want my kiss, but your deep rouge. I don't want to smear the color," Karen said softly as her tongue licked along Carrie's neck.

Carrie moaned again softly as Karen turned her chin, and her lips again caressed Carrie's cheek.

"It's a stain Karen, so please, kiss me," but Karen pulled slightly back.

Karen paused as Carrie watched her, considering how this night might end.

"I like that we are sharing this moment Carrie," Karen noted as she flipped her long hair aside.

"I had noticed Gary's interest, sometime ago, but his was simply lust. You are a very different and a most beguiling woman," and her fingers once more came to rest atop Carrie's dress, near her mons pubis.

"You have been with other women, I mean, as you are now?" Karen asked softly.

Over the past several months Carrie had only petted with two other women, and she decided to withhold the details of the night she had spent with Melissa.

"Only a few here, you know, some kissing and touching," Carrie offered.

Karen asked, "So I could be your first lesbian lover?"

"I wouldn't say that, but you would be my dream," but Carrie could not continue her answer. The two embraced as Karen's lips moved closer.

This kiss was now on her lips, and the two women carefully enjoyed each other's tongues and mouths. Karen's hands came to hold Carrie close.

Carrie felt her shift and Karen's thigh slipped over atop her right leg. There was a soft sound, as Karen's heel fell off. It stopped their kiss for a moment as Karen somehow found and slipped the heel on without bending.

"Oh, how did," Carrie tried to speak as once again the sensual lips caressed her own. Karen's tongue played with Carrie's lips and then slowly slipped into Carrie's warm mouth. This was so amazing to Carrie, as she felt Karen's passion.

As their kiss continued, Carrie felt Karen's hands caressing her, exploring the flat space she had prepared.

"This is so flat Carrie," Karen moaned softly.

Carrie was quiet, as she enjoyed Karen's caress, and her petting. Her sex was tucked back but her arousal was growing.

"I'm on fire, with desire," Karen said as they continued their kiss. "Look at who's a bit lewd now."

Carrie resisted touching Karen's breasts, as their bodies were now rotated, and the sensation of Karen's lustful seduction continued.

"Your scent has me excited Carrie, should we leave?" Karen asked as she continued to caress the silicone faux breast with her fingers atop Carrie dress.

Carrie looked at her in surprise, as a randy thought came to Karen's mind. Her fingers moved up Carrie's thigh and now came to rest on Carrie's concealing gaff.

"This is not what I would have guess Carrie," Karen whispered as she moved close and kissed Carrie's ear, then she pushed her long finger into Carrie panty, but finding a second fabric panel she moved slightly back.

Karen asked, "Have you had surgery Carrie?"

But Carrie was simply tucked & taped, and she held her sex behind a second thong panty.

"No Karen. I'm just smaller, due to the hormones."

Karen again kissed her, and Carrie moaned as the fingers of Karen's hand continued to rub across her concealed sex.

"Are you still suggesting we leave?" Carrie said surprised.

"Together Karen?" Carrie asked.

Karen smiled and now moved to kiss Carrie's cheek as her hand came around her waist.

"Yes," was all Karen said.

Carrie was stirred by Karen's intimate caresses and her kisses, "But how will that look to Wendy?"

Carrie wanted this, but she was quite anxious.

"I don't see Wendy," she said as she looked around again. "And she can take care of herself Carrie."

"Do you need to speak with your male friend?" Karen said, looking across the room. "He seems to have enjoyed watching us."

"No," Carrie smiled as she looked over towards Jon. She had forgotten that she had planned to see Rob tonight.

"Yeah, I can see us leaving," Karen said, and she started to slide out of the booth, but Carrie took her arm.

"I can see that you are serious Karen, but I also wonder, if you are playing with me. My heart won't easily handle your leaving me," but she looked away to try and stop a tear from exposing her.

Karen saw the Carrie's hesitation and slipped close again, "Let's just see how this goes, and not get crazy."

Karen knew that Wendy was now on her own adventure and seeing and meeting Carrie had aroused her mind. Karen's mind was filled with questions and lust, for how could a man she knew, successfully create this level of femininity? She was curious about the motives, the possibilities, and the night ahead.